Control of selectivity in the generation and reactions of oxonium ylides

Control of selectivity in the generation and reactions of oxonium ylides
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DOI:
10.1039/c1cc12443a
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发表时间:
2011-01-01
影响因子:
4.9
通讯作者:
Doyle, Michael P.
Doyle, Michael P.
中科院分区:
化学2区
文献类型:
--
作者:
Jaber, Deana M.;Burgin, Ryan N.;Doyle, Michael P.

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芳基取代的四氢吡喃酮重氮乙酰乙酸酯的二铑催化反应产生叶立德中间体,其意外地产生两种氧杂双环[4.2.1]-壬烷非对映异构体,但通过增加芳基取代基的空间体积形成单一非对映异构体。
Dirhodium catalyzed reactions of aryl-substituted tetrahydropyranone diazoacetoacetates produce ylide intermediates that unexpectedly yield two oxabicyclo[4.2.1]-nonane diastereoisomers, but a single diastereoisomer is formed by increasing the steric bulk of the aryl substituent.